CA1088337A - Herbicidal agents containing n-(3,4-dichlorophenyl)- n',n'-dimethylthiourea - Google Patents
Herbicidal agents containing n-(3,4-dichlorophenyl)- n',n'-dimethylthioureaInfo
- Publication number
- CA1088337A CA1088337A CA261,877A CA261877A CA1088337A CA 1088337 A CA1088337 A CA 1088337A CA 261877 A CA261877 A CA 261877A CA 1088337 A CA1088337 A CA 1088337A
- Authority
- CA
- Canada
- Prior art keywords
- dimethylthiourea
- dichlorophenyl
- acid
- salts
- weeds
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
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- 241000196324 Embryophyta Species 0.000 claims abstract description 20
- 238000000034 method Methods 0.000 claims abstract description 14
- 230000002363 herbicidal effect Effects 0.000 claims abstract description 10
- 239000003085 diluting agent Substances 0.000 claims abstract description 8
- XPOIPGSBFXCBQY-UHFFFAOYSA-N 3-(3,4-dichlorophenyl)-1,1-dimethylthiourea Chemical compound CN(C)C(=S)NC1=CC=C(Cl)C(Cl)=C1 XPOIPGSBFXCBQY-UHFFFAOYSA-N 0.000 claims abstract description 7
- VLCDUOXHFNUCKK-UHFFFAOYSA-N N,N'-Dimethylthiourea Chemical compound CNC(=S)NC VLCDUOXHFNUCKK-UHFFFAOYSA-N 0.000 claims description 8
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- 235000002098 Vicia faba var. major Nutrition 0.000 description 1
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- 241000405217 Viola <butterfly> Species 0.000 description 1
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- 125000002877 alkyl aryl group Chemical group 0.000 description 1
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 1
- 235000012211 aluminium silicate Nutrition 0.000 description 1
- RQVYBGPQFYCBGX-UHFFFAOYSA-N ametryn Chemical compound CCNC1=NC(NC(C)C)=NC(SC)=N1 RQVYBGPQFYCBGX-UHFFFAOYSA-N 0.000 description 1
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- PXWUKZGIHQRDHL-UHFFFAOYSA-N atraton Chemical compound CCNC1=NC(NC(C)C)=NC(OC)=N1 PXWUKZGIHQRDHL-UHFFFAOYSA-N 0.000 description 1
- MXWJVTOOROXGIU-UHFFFAOYSA-N atrazine Chemical compound CCNC1=NC(Cl)=NC(NC(C)C)=N1 MXWJVTOOROXGIU-UHFFFAOYSA-N 0.000 description 1
- 229960000892 attapulgite Drugs 0.000 description 1
- 150000001559 benzoic acids Chemical class 0.000 description 1
- QKSKPIVNLNLAAV-UHFFFAOYSA-N bis(2-chloroethyl) sulfide Chemical compound ClCCSCCCl QKSKPIVNLNLAAV-UHFFFAOYSA-N 0.000 description 1
- 235000006263 bur ragweed Nutrition 0.000 description 1
- 239000004202 carbamide Substances 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 229940112021 centrally acting muscle relaxants carbamic acid ester Drugs 0.000 description 1
- QZXCCPZJCKEPSA-UHFFFAOYSA-N chlorfenac Chemical compound OC(=O)CC1=C(Cl)C=CC(Cl)=C1Cl QZXCCPZJCKEPSA-UHFFFAOYSA-N 0.000 description 1
- 150000008422 chlorobenzenes Chemical class 0.000 description 1
- 235000020971 citrus fruits Nutrition 0.000 description 1
- 244000118869 coast club rush Species 0.000 description 1
- 235000003488 common ragweed Nutrition 0.000 description 1
- 239000012141 concentrate Substances 0.000 description 1
- 244000038559 crop plants Species 0.000 description 1
- 239000002837 defoliant Substances 0.000 description 1
- 239000002274 desiccant Substances 0.000 description 1
- 230000018109 developmental process Effects 0.000 description 1
- GUJOJGAPFQRJSV-UHFFFAOYSA-N dialuminum;dioxosilane;oxygen(2-);hydrate Chemical compound O.[O-2].[O-2].[O-2].[Al+3].[Al+3].O=[Si]=O.O=[Si]=O.O=[Si]=O.O=[Si]=O GUJOJGAPFQRJSV-UHFFFAOYSA-N 0.000 description 1
- 150000004891 diazines Chemical class 0.000 description 1
- IWEDIXLBFLAXBO-UHFFFAOYSA-N dicamba Chemical compound COC1=C(Cl)C=CC(Cl)=C1C(O)=O IWEDIXLBFLAXBO-UHFFFAOYSA-N 0.000 description 1
- 229960001760 dimethyl sulfoxide Drugs 0.000 description 1
- 229950004394 ditiocarb Drugs 0.000 description 1
- 235000013399 edible fruits Nutrition 0.000 description 1
- 230000001804 emulsifying effect Effects 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- RZILCCPWPBTYDO-UHFFFAOYSA-N fluometuron Chemical compound CN(C)C(=O)NC1=CC=CC(C(F)(F)F)=C1 RZILCCPWPBTYDO-UHFFFAOYSA-N 0.000 description 1
- 229940052308 general anesthetics halogenated hydrocarbons Drugs 0.000 description 1
- 230000035784 germination Effects 0.000 description 1
- 239000008187 granular material Substances 0.000 description 1
- 150000008282 halocarbons Chemical class 0.000 description 1
- 229940042795 hydrazides for tuberculosis treatment Drugs 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 229920005610 lignin Polymers 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 229920000609 methyl cellulose Polymers 0.000 description 1
- 239000001923 methylcellulose Substances 0.000 description 1
- 235000010981 methylcellulose Nutrition 0.000 description 1
- 235000019713 millet Nutrition 0.000 description 1
- 239000002480 mineral oil Substances 0.000 description 1
- 235000010446 mineral oil Nutrition 0.000 description 1
- 229910052901 montmorillonite Inorganic materials 0.000 description 1
- BMLIZLVNXIYGCK-UHFFFAOYSA-N monuron Chemical compound CN(C)C(=O)NC1=CC=C(Cl)C=C1 BMLIZLVNXIYGCK-UHFFFAOYSA-N 0.000 description 1
- 235000010460 mustard Nutrition 0.000 description 1
- BRWGXKIBQUPVKC-UHFFFAOYSA-N n-[4-(diethylamino)-6-methoxy-1,3,5-triazin-2-yl]-3-methylbutanamide Chemical compound CCN(CC)C1=NC(NC(=O)CC(C)C)=NC(OC)=N1 BRWGXKIBQUPVKC-UHFFFAOYSA-N 0.000 description 1
- 150000002825 nitriles Chemical class 0.000 description 1
- 239000002420 orchard Substances 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 125000003854 p-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Cl 0.000 description 1
- 229910052625 palygorskite Inorganic materials 0.000 description 1
- 239000006072 paste Substances 0.000 description 1
- WLJVXDMOQOGPHL-UHFFFAOYSA-N phenylacetic acid Chemical class OC(=O)CC1=CC=CC=C1 WLJVXDMOQOGPHL-UHFFFAOYSA-N 0.000 description 1
- 230000008635 plant growth Effects 0.000 description 1
- 239000002798 polar solvent Substances 0.000 description 1
- 229920000151 polyglycol Polymers 0.000 description 1
- 239000010695 polyglycol Substances 0.000 description 1
- 235000012015 potatoes Nutrition 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- ISEUFVQQFVOBCY-UHFFFAOYSA-N prometon Chemical compound COC1=NC(NC(C)C)=NC(NC(C)C)=N1 ISEUFVQQFVOBCY-UHFFFAOYSA-N 0.000 description 1
- AAEVYOVXGOFMJO-UHFFFAOYSA-N prometryn Chemical compound CSC1=NC(NC(C)C)=NC(NC(C)C)=N1 AAEVYOVXGOFMJO-UHFFFAOYSA-N 0.000 description 1
- 239000003380 propellant Substances 0.000 description 1
- 239000010453 quartz Substances 0.000 description 1
- 235000009736 ragweed Nutrition 0.000 description 1
- 235000009566 rice Nutrition 0.000 description 1
- 150000004760 silicates Chemical class 0.000 description 1
- RMAQACBXLXPBSY-UHFFFAOYSA-N silicic acid Chemical compound O[Si](O)(O)O RMAQACBXLXPBSY-UHFFFAOYSA-N 0.000 description 1
- ODCWYMIRDDJXKW-UHFFFAOYSA-N simazine Chemical compound CCNC1=NC(Cl)=NC(NCC)=N1 ODCWYMIRDDJXKW-UHFFFAOYSA-N 0.000 description 1
- HKAMKLBXTLTVCN-UHFFFAOYSA-N simeton Chemical compound CCNC1=NC(NCC)=NC(OC)=N1 HKAMKLBXTLTVCN-UHFFFAOYSA-N 0.000 description 1
- YZHUMGUJCQRKBT-UHFFFAOYSA-M sodium chlorate Chemical compound [Na+].[O-]Cl(=O)=O YZHUMGUJCQRKBT-UHFFFAOYSA-M 0.000 description 1
- 239000002689 soil Substances 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 241000894007 species Species 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-L sulfite Chemical compound [O-]S([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-L 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- ZFXYFBGIUFBOJW-UHFFFAOYSA-N theophylline Chemical compound O=C1N(C)C(=O)N(C)C2=C1NC=N2 ZFXYFBGIUFBOJW-UHFFFAOYSA-N 0.000 description 1
- 229960000278 theophylline Drugs 0.000 description 1
- 150000003560 thiocarbamic acids Chemical class 0.000 description 1
- 150000003918 triazines Chemical class 0.000 description 1
- 150000003852 triazoles Chemical class 0.000 description 1
- WCLDITPGPXSPGV-UHFFFAOYSA-N tricamba Chemical compound COC1=C(Cl)C=C(Cl)C(Cl)=C1C(O)=O WCLDITPGPXSPGV-UHFFFAOYSA-N 0.000 description 1
- YNJBWRMUSHSURL-UHFFFAOYSA-N trichloroacetic acid Chemical compound OC(=O)C(Cl)(Cl)Cl YNJBWRMUSHSURL-UHFFFAOYSA-N 0.000 description 1
- 229940035893 uracil Drugs 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
- 150000003738 xylenes Chemical class 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C01—INORGANIC CHEMISTRY
- C01B—NON-METALLIC ELEMENTS; COMPOUNDS THEREOF; METALLOIDS OR COMPOUNDS THEREOF NOT COVERED BY SUBCLASS C01C
- C01B21/00—Nitrogen; Compounds thereof
- C01B21/02—Preparation of nitrogen
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Inorganic Chemistry (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEP2542468.4 | 1975-09-24 | ||
| DE19752542468 DE2542468A1 (de) | 1975-09-24 | 1975-09-24 | Herbizides mittel |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA1088337A true CA1088337A (en) | 1980-10-28 |
Family
ID=5957209
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA261,877A Expired CA1088337A (en) | 1975-09-24 | 1976-09-23 | Herbicidal agents containing n-(3,4-dichlorophenyl)- n',n'-dimethylthiourea |
Country Status (22)
| Country | Link |
|---|---|
| US (1) | US4065292A (cs) |
| JP (1) | JPS5241232A (cs) |
| AR (1) | AR215600A1 (cs) |
| AT (1) | AT348825B (cs) |
| AU (1) | AU498563B2 (cs) |
| BE (1) | BE846486A (cs) |
| BR (1) | BR7606292A (cs) |
| CA (1) | CA1088337A (cs) |
| CS (1) | CS185248B2 (cs) |
| DD (1) | DD127425A5 (cs) |
| DE (1) | DE2542468A1 (cs) |
| DK (1) | DK428476A (cs) |
| EG (1) | EG12320A (cs) |
| FR (1) | FR2325323A1 (cs) |
| GB (1) | GB1498920A (cs) |
| GR (1) | GR61198B (cs) |
| IL (1) | IL50521A0 (cs) |
| NL (1) | NL7610536A (cs) |
| PL (1) | PL99364B1 (cs) |
| PT (1) | PT65628B (cs) |
| TR (1) | TR19019A (cs) |
| ZA (1) | ZA765696B (cs) |
Families Citing this family (16)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS54163797A (en) * | 1978-06-16 | 1979-12-26 | Hitachi Ltd | Oxygen sampling method in nitrogen producing apparatus |
| JPS60147086A (ja) * | 1984-01-11 | 1985-08-02 | 大同酸素株式会社 | 高純度窒素ガス製造装置 |
| JPS60232470A (ja) * | 1984-05-02 | 1985-11-19 | 大同酸素株式会社 | 高純度窒素ガス製造装置 |
| JPS60232472A (ja) * | 1984-05-02 | 1985-11-19 | 大同酸素株式会社 | 高純度窒素ガスの製法 |
| JPS6115066A (ja) * | 1984-07-02 | 1986-01-23 | 大同酸素株式会社 | 高純度窒素ガス製造装置 |
| JPS6115070A (ja) * | 1984-07-02 | 1986-01-23 | 大同酸素株式会社 | 高純度窒素ガス製造装置 |
| JPS6115068A (ja) * | 1984-07-02 | 1986-01-23 | 大同酸素株式会社 | 高純度窒素ガス製造装置 |
| JPS6121291U (ja) * | 1984-07-12 | 1986-02-07 | テイサン株式会社 | 窒素製造装置 |
| JPS6124968A (ja) * | 1984-07-13 | 1986-02-03 | 大同酸素株式会社 | 高純度窒素ガス製造装置 |
| JPS6124967A (ja) * | 1984-07-13 | 1986-02-03 | 大同酸素株式会社 | 高純度窒素ガス製造装置 |
| JPS6124971A (ja) * | 1984-07-13 | 1986-02-03 | 大同酸素株式会社 | 高純度窒素ガス製造装置 |
| JPS61211688A (ja) * | 1985-12-10 | 1986-09-19 | 大同酸素株式会社 | 窒素ガス製造装置 |
| JPS62116887A (ja) * | 1986-08-12 | 1987-05-28 | 大同ほくさん株式会社 | 高純度窒素ガス製造装置 |
| JPH0763476A (ja) * | 1992-01-31 | 1995-03-10 | Daido Hoxan Inc | 高純度窒素ガス製造装置 |
| JP2672250B2 (ja) * | 1993-08-10 | 1997-11-05 | 大同ほくさん 株式会社 | 高純度窒素ガス製造装置 |
| JP2672251B2 (ja) * | 1993-08-10 | 1997-11-05 | 大同ほくさん 株式会社 | 窒素ガス製造装置 |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2655447A (en) * | 1952-02-14 | 1953-10-13 | Du Pont | Composition and method |
| NL128363C (cs) * | 1959-08-21 | |||
| GB959228A (en) * | 1961-07-10 | 1964-05-27 | Yorkshire Tar Distillers Ltd | Substituted thioureas and their use as pesticidal agents |
| CH487585A (de) * | 1966-08-26 | 1970-03-31 | Ciba Geigy | Unkrautbekämpfungsmittel |
| US3457292A (en) * | 1966-10-21 | 1969-07-22 | Du Pont | Aryl alkoxythioureas |
| DE2131401C3 (de) * | 1971-06-24 | 1981-09-24 | Basf Ag, 6700 Ludwigshafen | Herbizides Gemisch auf Benzothiadiazinondioxid-Basis |
-
1975
- 1975-09-24 DE DE19752542468 patent/DE2542468A1/de active Pending
-
1976
- 1976-09-01 US US05/719,491 patent/US4065292A/en not_active Expired - Lifetime
- 1976-09-16 GB GB38384/76A patent/GB1498920A/en not_active Expired
- 1976-09-21 TR TR19019A patent/TR19019A/xx unknown
- 1976-09-21 IL IL7650521A patent/IL50521A0/xx unknown
- 1976-09-21 EG EG76575A patent/EG12320A/xx active
- 1976-09-22 NL NL7610536A patent/NL7610536A/xx not_active Application Discontinuation
- 1976-09-22 JP JP51113211A patent/JPS5241232A/ja active Pending
- 1976-09-22 PL PL1976192575A patent/PL99364B1/pl unknown
- 1976-09-22 CS CS7600006144A patent/CS185248B2/cs unknown
- 1976-09-22 PT PT65628A patent/PT65628B/pt unknown
- 1976-09-22 DD DD194935A patent/DD127425A5/xx unknown
- 1976-09-22 AT AT702576A patent/AT348825B/de not_active IP Right Cessation
- 1976-09-22 BR BR7606292A patent/BR7606292A/pt unknown
- 1976-09-23 CA CA261,877A patent/CA1088337A/en not_active Expired
- 1976-09-23 DK DK428476A patent/DK428476A/da unknown
- 1976-09-23 ZA ZA765696A patent/ZA765696B/xx unknown
- 1976-09-23 GR GR51755A patent/GR61198B/el unknown
- 1976-09-23 BE BE170860A patent/BE846486A/xx unknown
- 1976-09-24 AU AU18103/76A patent/AU498563B2/en not_active Expired
- 1976-09-24 FR FR7628858A patent/FR2325323A1/fr active Granted
- 1976-09-24 AR AR264850A patent/AR215600A1/es active
Also Published As
| Publication number | Publication date |
|---|---|
| FR2325323A1 (fr) | 1977-04-22 |
| BR7606292A (pt) | 1977-05-31 |
| DK428476A (da) | 1977-03-25 |
| ATA702576A (de) | 1978-07-15 |
| FR2325323B1 (cs) | 1980-07-04 |
| ZA765696B (en) | 1977-08-31 |
| AR215600A1 (es) | 1979-10-31 |
| CS185248B2 (en) | 1978-09-15 |
| NL7610536A (nl) | 1977-03-28 |
| TR19019A (tr) | 1978-02-27 |
| DE2542468A1 (de) | 1977-04-07 |
| GR61198B (en) | 1978-10-06 |
| BE846486A (fr) | 1977-03-23 |
| AU1810376A (en) | 1978-04-06 |
| PL99364B1 (pl) | 1978-07-31 |
| US4065292A (en) | 1977-12-27 |
| PT65628B (de) | 1978-04-05 |
| GB1498920A (en) | 1978-01-25 |
| DD127425A5 (cs) | 1977-09-21 |
| AT348825B (de) | 1979-03-12 |
| AU498563B2 (en) | 1979-03-15 |
| PT65628A (de) | 1976-10-01 |
| JPS5241232A (en) | 1977-03-30 |
| EG12320A (en) | 1978-12-31 |
| IL50521A0 (en) | 1976-11-30 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MKEX | Expiry |